4-(2-Methoxyphenyl)phenylboronic acid, pinacol ester

Base Information

• Chemical Name: 4-(2-Methoxyphenyl)phenylboronic acid, pinacol ester
• CAS No.: 881314-65-4
• Molecular Formula: C19H23BO3
• Molecular Weight: 310.201
• Hs Code.: 2934999090
• Mol file: 881314-65-4.mol

Synonyms:4-(2-Methoxyphenyl)phenylboronic acid, pinacol ester;2-[4-(2-Methoxyphenyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 4-(2-Methoxyphenyl)phenylboronic acid, pinacol ester

Chemical Property:

• PSA: 27.69000
• LogP: 3.66140

Purity/Quality:

98%+ ^*data from raw suppliers

2-[4-(2-Methoxyphenyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(2-Methoxyphenyl)phenylboronic acid, pinacol ester

There total 3 articles about 4-(2-Methoxyphenyl)phenylboronic acid, pinacol ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

→ 2-(2'-methoxy-[1,1'-biphenyl]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (881314-65-4)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 100 ℃; Inert atmosphere;

Reference yield: 70.0%

4'-fluoro-2-methoxyl-1,1'-biphenyl (66175-47-1) + bis(pinacol)diborane (73183-34-3) → 2-(2'-methoxy-[1,1'-biphenyl]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (881314-65-4)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; iron(II) chloride; lithium hexamethyldisilazane; In toluene; at 110 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.8b02228

Reference yield: 58.0%

4-iodoanisol (529-28-2) + p-bromophenylboronic acid pinacol ester (68716-49-4) → 2-(2'-methoxy-[1,1'-biphenyl]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (881314-65-4) + 2,2'-Dimethoxybiphenyl (4877-93-4)

Guidance literature:

With bis(tri-tert-butylphosphine)palladium⁽⁰⁾; (C₅H₅)2Zr(OC₄H₈)N(Si(CH₃)3)CH(C₆H₅); tri-tert-butyl phosphine; In toluene; at 80 ℃; for 16h; Sealed tube; Inert atmosphere;

DOI:10.1016/j.chempr.2021.06.007

upstream raw materials:

4'-fluoro-2-methoxyl-1,1'-biphenyl

bis(pinacol)diborane

4-iodoanisol

p-bromophenylboronic acid pinacol ester

Downstream raw materials:

ethyl N-[2-(2'-methoxybiphenyl-4-yl)quinazolin-4-yl]glycinate

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